Dillon Cobb, CPA, CFP

Ask Me Anything! Wednesday mornings! Every week! This is a space where you can Zoom with Dillon to ask any question you want. No charge. Together we will think together through any problem. Click this link (buff.ly/3yUPzIN ) or scan the QR code to pick a time slot that works for you. It's that simple.

@7Saturdaysaweek @David_Tracey No one bothers to go back and hold anyone accountable

@David_Tracey Just curious - how's their crystal ball accuracy been in the past?

If you buy here it’s dead money for 10 years says $JPM

My clients donated $390,000 to charity in 2025. They gave to causes close to their hearts. I helped them do it thoughtfully, tax-efficiently, and with confidence. Charity was foundational in my upbringing. It’s a huge part of my heart. And it’s central to how I plan. If generosity matters to you, we’d probably be a good fit. What role do you want giving to play in your life?

Doctor, not salesman. Planner, not broker. Simple as that. #realfinancialplanning

Most people I work with didn’t expect to be in charge of this much money. They find themselves asking: How much is enough? Can I give more? Will I be okay? We help answer those questions. No shame. No blame. Just calm, clear steps. How, exactly? simplyhumanadvisors.com/blog/give-with…

It's hard to stay focused on what matters, but some days the clarity is hard to avoid! #RealFinancialPlanning #simplyhuman #essentialism #thankyou #blessed simplyhumanadvisors.com/blog/simply-fo…

“This is torture.” Not knowing what you can spend. Or give. Or how long it’ll last. That kind of uncertainty weighs on people. But it doesn’t have to. We use real data, clean visuals, and two decades of experience to help you answer: 👉 What can I spend? 👉 What can I give? 👉 And how do I do it without regret? How to Give Without Jeopardizing Your Future? Read the full post: simplyhumanadvisors.com/blog/give-with…

Scams are getting smarter. They’re not targeting “gullible” people. They’re targeting busy people. People who click before thinking. People who just want to fix the problem and move on. If it feels rushed, emotional, or off...pause. That pause might save you thousands. 🔗 Experian’s Top Scams of 2025: experian.com/blogs/ask-expe…

Last week in Austin, I got to spend some time one-on-one with my friend Carl Richards. We had a long conversation the day before his keynote. At one point, he asked me this: “What jobs have you given money?” The next day, he asked the same question on stage. And it landed just as hard. Because most of us have given money jobs it was never meant to do. Make us feel safe. Make us feel worthy. Fix something that broke a long time ago. Money tries. But it can’t do those jobs. It was never meant to. So now I’m curious: What job have you asked money to do for you?

Divorce. Brain fog. Pensions to settle. Attorney meetings. You’re trying to track everything—what if it doesn’t settle right? What if your attorney goes silent? Who’s actually helping you? Here’s a script I gave a client to send: "Hi Attorney, I’m concerned my monthly Pension #1 payment is much lower than what was agreed in my divorce decree. Also, 6 months later, and I still haven’t received anything from Pension #2 yet. Dillon reached out weeks ago—can you update us on where things stand and next steps? Let me know if you need anything from me or Dillon." I’m not a divorce expert. I’m just the kind of advisor who treats you like a human, not just a number. Sometimes, having the words to say is all it takes to speak up. You better believe I’ll be there next time she meets with the attorney, too. Would your advisor go that far with you?

The market teaches us this: portfolios may dip and climb, but over time, a simple, diversified portfolio will rise if you stay patient and keep investing. The same is true in life. My mastermind group over the last 3.5 years continues to prove to be invaluable. Similarly, my relationship with each client is a long-term investment built on trust and care. So the real question isn’t just, “Am I invested?” but, “Am I investing in the right places?” Read the full story: simplyhumanadvisors.com/blog/investing…

Envy doesn’t always mean “stuff.” It doesn’t even have to mean someone else’s position. Sometimes, we envy another person’s confidence. The truth is, a lot of people talk about money or investments with misplaced certainty. It can feel convincing, but often it’s just the Wizard behind the curtain. Even if their confidence were real, it usually points in one direction: “more.” But more doesn’t bring happiness. Gratitude does. Instead of saying, “I wish I were that confident,” what if the shift was, “Thank you for my daily bread”? What would it take to feel that peace?

@_natoshi_ @money_cruncher It always depends, but most often no. Married filing single is different than single.

@money_cruncher Will these discrepancies make it worth for two high earning couples to file their taxes as single?

Did you know the tax code has a marriage penalty? 1. 37% tax bracket (starts at $626,350 for single, but $751,600 married, not doubled) 2. SALT ($40k single/married) 3. NIIT ($200k single but $250k married income limit) 4. EITC (single & 1 child income limit is $50,434, but married is $57,554)

What really brings lasting happiness? This visual says it better than words. You can stack up all the money in the world. But it still weighs less than purpose. Less than good health. Less than time with people you love. That’s why we plan. Not just to grow wealth, but to make sure life is meaningful.

@7Saturdaysaweek Oh boy

If you're interviewing financial advisors, here's a great "test" question: - what do you think about annuities? 🚩 if the response is not nuanced and includes "always" or "never".

Please tell me your read Man’s Search for Meaning. If not, that’s got to be first. Then Essentialism by Greg McKeown, and Ryan Holiday’s trio the Way, the Enemy, and the Key. The Happiness project by Gretchen Rubin is good, as are each of The Power of Habit and Atomic Habits. Should I go on?

Who has some solid book recommendations around personal development? Think more philosophical and less “be a better salesman.” 😂😂

On this date, 11 years ago, Mark Rogers registered Simply Human LLC with the Texas SOS. On this date, 3 years ago, Dillon Cobb was approved by the Texas State Securities Board to operate Simply Human LLC (after Jenn assigned the LLC to Dillon the previous December). The. Exact. Same. Date. 8. Years. Apart. Now I'm crying! 🥲 #simplyhuman

Do you value simplicity? If so, maybe it's time for a conversation with Simply Human Advisors: calendly.com/dillon-simplyh…

Oftentimes, people are being sold permanent life insurance by someone who doesn’t actually understand what they’re selling. They get a license. They get “trained” by someone who learned from their upline. The cycle repeats. Now they’re out here pitching permanent insurance like it’s a magic wealth hack. “Be your own bank.” “Tax-free retirement.” “Look how fast the cash value grows!” Except… it usually doesn’t. A couple years later, the client cancels the policy. Premiums are higher than expected. Performance doesn’t match the hype. The policy never actually made sense for their situation. To be clear—there are plenty of professionals who design permanent policies well, for the right people, and for the right reasons. This post isn’t about them. It’s about the people selling hype instead of solutions. If this post feels inherently triggering, there’s a good chance it applies to you.

@TKopelman Dude, I’m so gutted for you. Words can’t help right now, but I’m praying for you and your friend’s family.

Life is hard man I lost one of my best friends this weekend and I’m in shock It never even crossed my mind that this could happen this young You never know the last time you’ll get to hang out and speak to your loved ones Life is fragile Absolutely brutal One of the best people I’ve ever met

@Jacobtheclipper I counted 6 steps after the ball bounced last.

What is traveling in the NBA? 🤦🏻‍♂️